The inclusion mode, characterization and cytotoxic activity evaluation of host-guest complex by β-cyclodextrin trimer with podophyllotoxin
文献类型： 外文期刊
作者： Gao, Haoqin 1 ; Qian, Rui 1 ; Li, Dan 2 ; Guo, Mengbi 3 ; Yang, Jing 1 ; Yang, Rui 1 ; Zhang, Jihong 2 ;
作者机构： 1.Kunming Univ Sci & Technol, Fac Sci, Kunming 650500, Peoples R China
2.Kunming Univ Sci & Technol, Med Sch, Kunming 650500, Peoples R China
3.Yunnan Acad Agr Sci, Ind Crop Res Inst, Kunming 650205, Yunnan, Peoples R China
关键词： Cyclodextrin; Podophyllotoxin; Inclusion complex; Molecular recognition
期刊名称：JOURNAL OF MOLECULAR STRUCTURE （ 影响因子：4.0； 五年影响因子：3.5 ）
ISSN： 0022-2860
年卷期： 2024 年 1315 卷
页码：
收录情况： SCI
摘要： Podophyllotoxin (PPT) has a powerful anti -tumor effect on many types of tumors. Its non-specific toxicity and limited solubility in water make it difficult to use in clinical settings unfortunately. Macrocyclic molecules such as cyclodextrins provide a method to improve the water solubility of guest molecules by studying the host -guest interaction. In this study, the molecular recognition behavior of PPT as a guest was studied with fl-cyclodextrin trimer (fl-CD 3 ) as the host. The results of DOSY NMR and ROESY NMR indicated that the three cavities of fl-CD 3 form an intramolecular inclusion complex with its own three triazoles. After adding PPT to intramolecular inclusion system, PPT molecule would compete with triazoles of fl-CD 3 for the cavity site, leading to the destroy of intramolecular inclusion complex and forming a 1:1 inclusion complex with a stability constant of 11710 M -1 . In addition, PPT inclusion complex still maintained PPT ' s effective anti -cancer activity and the water solubility of PPT inclusion complex was 300 times higher than that of free PPT. Moreover, normal human colonic epithelial cells CCD841was essentially unaffected by fl-CD 3 . Our research presents a concept for the advancement and utilization of fl-CD 3 .
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